How many Tylenol Extra Strength can I take at once? For the 500 mg pills (extra - strength tablets), you can take up to 2 pills every 8 hours (or twice a day). The highest dose of acetaminophen you should ever take (not that you should try), is 4 grams per day. That would be 8 extra - strength Tylenol tablets (500 mg each) or 12 regular- strength tablets (325 mg each). What is the best anti inflammatory painkiller? Anti-inflammatory painkillers include: aceclofenac, acemetacin, aspirin (see also below), celecoxib, dexibuprofen, dexketoprofen, diclofenac, etodolac, etoricoxib, fenoprofen, flurbiprofen, ibuprofen, indometacin, ketoprofen, mefenamic acid, meloxicam, nabumetone, naproxen, sulindac, tenoxicam, and tiaprofenic acid.
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